Work For Us

Join Our Family

Are you looking for the best summer/fall job ever?
Do you enjoy working outdoors? Do you like the water? Do you love the feeling when you go home happy and exhausted from a great day? If so, we have the job for you!

We are looking for paddleboarding and kayaking staff for the upcoming season!

Are you up to the job? We’re committed to the safety of our customers and each other. That means we have very high expectations of our staff. We need everyone to be aware of their environment, be able to make decisions and most of all, enjoy their work and the outdoors.

What kind of jobs are available?

Dock Staff and Cashier,  Hopkinton, Spot Pond, & Natick 
Great summer position if you have limited boating experience but are eager to learn more and just want to work outdoors!
Sailing, Kayaking, SUP, Yoga or Fitness Instructor, Hopkinton, Spot Pond, & Natick 
Have some kayaking or paddleboarding experience? Given kayaking tours as a guide? Or just want to learn how to teach kayaking? If you answer yes to any of these then apply!

Shift Supervisor, Boat Rentals, Age 18+ – Hopkinton, Spot Pond, & Natick
Weekends are when our customers are at their busiest renting our boats and enjoying themselves. This is a perfect position for someone who wants to enjoy some hours on the weekend working with boats.

Camp Counselor, Age 18+ – Hopkinton, Natick & Spot Pond Only
If you really enjoy working with children and want to work outside, this is a perfect job for you. You must have a current lifeguard certification or boating safety certification.

Check out available positions:

Hopkinton Positions:

Shift Supervisor Dock Staff Instructor

Natick Positions:

Assistant Manager Shift Supervisor Dock Staff

Spot Pond Positions:

Dock Staff Instructor

Boating Is Fun Camp Positions:

Hopkinton Camp Positions:

Assistant Camp Director Camp Counselor Junior Camp Counselor

Natick Camp Positions:

Assistant Camp Director Camp Counselor Junior Camp Counselor

Spot Pond Camp Positions:

 Camp Counselor

Before you apply:

You need to:

  • Scan copies of any certifications you may have (pictures are OK). Provide one file for each type. For example, if you have one CPR certification that would be scanned into one file. If you have 1 CPR certification and 2 ACA certifications, that would be 2 files. One for CPR and one for ACA.
  • Read and understand the job descriptions.


  • Interviews are usually done in a local cafe or at one of our locations when the weather is warmer
  • Appropriate dress would be business casual. You want to look nice, but not overdressed, so no ties!
  • Bring copies of your certifications and resume
  • Make sure you have some questions to ask

Please Note: Guest Services, Inc. does not conduct interviews on Google Hangouts or other text-based chat platforms. Please notify us at [email protected] if you receive a request for an interview on any such platform, as these requests are fraudulent and not associated with Guest Services, Inc.